Vacation rentals in Woodruff

The Cottage in Spartanburg

This charming & private studio cottage is located in Spartanburg's downtown historic district Hampton Heights. Guests will find a comfortable foam mattress sofa bed (no bars or springs), full bathroom, closet, & complete kitchen amenities. Located less than a mile from restaurants, bars, m-league ball park & shops of Downtown Spartanburg, and close to Converse Univ., VCOM, and Wofford College, this cozy studio cottage is the perfect place to rest your head after a busy day visiting the Upstate.

Cabin Tiny Home - Fall in the Woods

Cozy tiny home cabin in the Blue Ridge Foothills, near mountains for hiking or biking, Table Rock and Sliding Rock, small town shopping and eating; between Greenville, SC and Hendersonville, NC. Perfectly outfitted for a night or week. Dog lovers we have a fenced in dog park! Extra guests? There is a cleared space for your TENT beside the Cabin for $20. Message me to reserve it. Or also reserve my Airstream or Trolley. Here during the week? Check out our Wednesday evening Farmer's Market.

A quiet place in the country

Clean and spacious mother in law suite over 1200 sq ft. Use this as your home base as you explore the SC upstate. GSP and Spartanburg less than 30 minutes away, Greenville and NC mountains less than 45 minutes away, and just ten minutes from either exit 35 or 28 on I-26. BMW, Michelin and other manufacturing plants are less than 30 minutes away. Start your day with coffee on your private deck and after a long day you can enjoy a dip in the shared pool (pool open Mid May - Mid Sept.

Luxurious river front nature retreat on 120 acres

Privacy, luxury and nature-for you! Luxurious apartment in our home (owner-occupied) - on 120 private acres overlooking the Enoree river. Visitors are blown away by the view and the sound of the river. Beautiful walking trail and 2 kayaks available for use. There is a beautiful waterfall located only 600 yards upriver, by kayak. There are bald eagles, turtles, herons, etc.. 15 miles to GSP airport and 21 miles to downtown Greenville and Spartanburg. (No pets, smoking/vaping inside, or guns!)

Patriot Point B, an inviting studio apartment

This patriot themed studio apartment sleeps 5. The apartment includes a queen, pull out queen sofa bed, optional roll out full bed, a full kitchen, 1 bathroom, full laundry area, with areas for relaxing, bonfire and a gas grill. The apartment offers cozy patriotic decor including several historic homes in the area. It's charming and includes a large room with designated areas for the bed and living area, a kitchen and separate bath. We are minutes from downtown Spartanburg. Kerri & Brian

Teeny House (monthly discounts)

Designed for the solo traveler (no more than one person allowed), this micro space is an 8'x12' free standing teeny house with just enough room for a twin bed and a bathroom with a 36" square shower, a sink and toilet. In the hospitality world, this is called a “layover”— a comfortable, one person spot to rest your head and a clean, hot shower. Located between 2 other Airbnbs on the same property, so you will likely see other guests coming and going, but the space is completely private.

The Cavern at Chateau Ianuario

This secluded efficiency apartment is centrally located between Greenville, Greer, and Spartanburg, only 6 minutes from BMW and 10 minutes from GSP International airport. Minutes away from the Duncan YMCA and Tyger River Park. This private apartment offers parking and it’s own entry. Conveniently located and surrounded by a large wooded property, you will find everything you need for a relaxing, comfortable stay. For extended stays we have washer/dryer access for your convenience.

Upstate Bungalow @ Five Forks

Small modern rustic studio located in a quiet neighborhood in the heart of Five Forks. Less than 1 mile from Woodruff Road for endless restaurant and shopping options. Also, just a quick drive to downtown Greenville, Simpsonville, and Mauldin. Perfect for locals or tourists to enjoy and explore all the Upstate has to offer! (Please note- there is an in-ground swimming pool that is not included in the listing. It’s fenced and locked at all times. Signed liability waiver required).

Five Forks' Best Kept Secret! 1 Bedroom Apt

This inviting 1 bedroom apartment in the popular Five Forks area is tucked away on a private, 7-acre property set back from the road. Our central location makes commuting a breeze. The ramp to the porch and private entrance as well as the handrail in the bathroom makes the home handicapped friendly. The apartment includes a well-equipped kitchen and thoughtfully appointed dining/living room, bedroom and bathroom. You will enjoy a hybrid mattress that will ensure restful sleep.

70's Nostalgia

Go back to a simpler time in this totally restored 1969 Concord Traveler at Kingfish Farms. Located just a mile and a half from the quaint town of Woodruff, SC. and a little over 2 miles from I-26. Our 20 acre farm gives you plenty of room to enjoy the outdoors and get back to nature. Relax and rejuvenate in our traditional Finnish sauna and outdoor shower. Take a walk through our wooded trail and visit the goats and pigs. Enjoy the covered front porch, fire pit, and grill.

Lovely Tiny Home on Scenic Horse Farm!

Perfect for a romantic or solo getaway, a sight-seeing trip, or just passing through! This 360 square foot tiny home feels spacious and is convenient with the one story floor plan, high ceilings, natural light, and basic amenities for your stay. There is NOT a TV but there is high speed WiFi is for use on your own device! Just a few minute drive from Tryon and Landrum for dining/ shopping, and plenty to do in the area or just relax and enjoy the beautiful farm!

The Lodge at Pythian Park

Situated in a 3+ acre gated compound surrounded on three sides by Fairforest Creek, our guest house feels like a mountain hideaway yet it's only a 3 minute drive to downtown Spartanburg. Enjoy the private patio overlooking the creek to relax or prepare a meal on the gas grill. Dogs are welcome, and we have 2 very social dogs that you will probably encounter during your stay. There's ample parking for vehicles and room to roam and enjoy the park-like setting.